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Ponta Delgada

$404+ Cheap flights from Chicago (CHI) to Ponta Delgada (PDL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDL
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheap flight deals from Chicago to Ponta Delgada

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Ponta Delgada (PDL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$515
(lol.travel)

One-way from

$404
(oojo)

Popular in

May

Cheapest in

January

Average price

$954
Provider with most accurate pricing for Chicago (CHI)-Ponta Delgada Nordela flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Ponta Delgada Nordela flights.
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From Chicago (CHI) to Ponta Delgada Nordela
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One-way flight from Chicago (CHI) to Ponta Delgada Nordela
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Highest demand for flights based on searches. 16% potential increase in price ($195 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($47 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chicago to Ponta Delgada

Cheapest flights from Chicago to Ponta Delgada
Explore the most affordable flight options available from Chicago to Ponta Delgada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This lol.travel deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmORD - PDL
1 stop17h 10mTAP AIR PORTUGAL
Tue 11/187:25 pmPDL - ORD
1 stop24h 35mTAP AIR PORTUGAL
Deal found 10/26$515
This FlightHub deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/288:15 pmORD - PDL
1 stop31h 10mTAP AIR PORTUGAL
Fri 12/56:30 amPDL - ORD
1 stop13h 55mTAP AIR PORTUGAL
Deal found 10/26$531
This oojo deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/911:25 amORD - PDL
2 stops15h 55mTAP AIR PORTUGAL
Tue 12/167:25 pmPDL - ORD
1 stop24h 35mTAP AIR PORTUGAL
Deal found 10/25$704
This FlightHub deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:25 amORD - PDL
2 stops26h 05mTAP AIR PORTUGAL
Wed 12/176:35 amPDL - ORD
1 stop13h 25mTAP AIR PORTUGAL
Deal found 10/27$707
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:35 pmORD - PDL
2 stops22h 35mMultiple Airlines
Tue 12/166:30 amPDL - ORD
2 stops18h 40mMultiple Airlines
Deal found 10/25$721
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmORD - PDL
1 stop17h 45mMultiple Airlines
Tue 11/188:00 pmPDL - ORD
1 stop24h 00mMultiple Airlines
Deal found 10/25$730
This FlightHub deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/258:45 amORD - PDL
2 stops42h 35mTAP AIR PORTUGAL
Tue 12/27:25 pmPDL - ORD
1 stop24h 35mTAP AIR PORTUGAL
Deal found 10/26$816
This Mytrip deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2611:00 amMDW - PDL
3 stops26h 35mMultiple Airlines
Wed 12/39:30 amPDL - MDW
3 stops29h 35mMultiple Airlines
Deal found 10/27$1,006
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:26 pmMDW - PDL
2 stops32h 49mMultiple Airlines
Tue 11/184:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 10/26$1,174
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:20 amMDW - PDL
2 stops31h 15mMultiple Airlines
Sun 11/304:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 10/26$1,253
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:56 pmMDW - PDL
2 stops20h 39mMultiple Airlines
Tue 11/44:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 10/27$1,714

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Ponta Delgada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Chicago to Ponta Delgada that are best for you.

Fly from

Chicago

Fly to

Ponta Delgada

Route

Depart

Return

Price

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 11/28

8:15 pm-6:35 pm

1 stop17h 20m

Ponta Delgada Nordela

Fri 12/5

6:30 am-3:25 pm

1 stop13h 55m

$531

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Tue 12/9

11:25 am-8:20 am

2 stops15h 55m

Ponta Delgada Nordela

Tue 12/16

7:25 pm-3:00 pm

1 stop24h 35m

$704

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 12/11

11:25 am-6:30 pm

2 stops26h 05m

Ponta Delgada Nordela

Wed 12/17

6:35 am-3:00 pm

1 stop13h 25m

$707

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Tue 12/9

3:35 pm-7:10 pm

2 stops22h 35m

Ponta Delgada Nordela

Tue 12/16

6:30 am-8:10 pm

2 stops18h 40m

$721

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 1/12

10:15 am-8:15 am

2 stops17h 00m

Ponta Delgada Nordela

Fri 1/16

6:30 am-7:13 am

2 stops29h 43m

$730

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 11/9

8:25 pm-7:10 pm

1 stop17h 45m

Ponta Delgada Nordela

Tue 11/18

8:00 pm-3:00 pm

1 stop24h 00m

$730

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 1/12

10:45 am-8:15 am

2 stops16h 30m

Ponta Delgada Nordela

Fri 1/16

6:30 am-3:25 pm

1 stop13h 55m

$747

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 1/12

7:16 pm-6:50 am

2 stops30h 34m

Ponta Delgada Nordela

Fri 1/16

4:50 pm-4:16 pm

2 stops28h 26m

$872

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 11/26

11:00 am-6:35 pm

3 stops26h 35m

Ponta Delgada Nordela

Wed 12/3

9:30 am-10:05 am

3 stops29h 35m

$1,006

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 11/9

6:26 pm-8:15 am

2 stops32h 49m

Ponta Delgada Nordela

Tue 11/18

4:50 pm-10:05 am

1 stop22h 15m

$1,174

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 15 results
1
2

Compare providers for flights from Chicago to Ponta Delgada

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Ponta Delgada in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Ponta Delgada flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Ponta Delgada flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Ponta Delgada flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Ponta Delgada flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Ponta Delgada flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Ponta Delgada

Have a flexible travel schedule? Discover the best time to fly to Ponta Delgada from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Ponta Delgada

What is the cheapest time of day to fly from CHI to PDL?

Find hourly flight availability from Chicago to Ponta Delgada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

When flying from Chicago to Ponta Delgada, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 34% versus a flight at noon.

How much does it cost to fly round-trip from Chicago to Ponta Delgada?

Reviews of airlines servicing Ponta Delgada

Get insights into the airlines that provide service to Ponta Delgada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Ponta Delgada. Reviews last updated October 27, 2025.
Get a feel of what it's like to fly with United Airlines and TAP AIR PORTUGAL from Chicago to Ponta Delgada by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
TAP AIR PORTUGAL
7.1
Good
2,033 reviews
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Chicago to Ponta Delgada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Ponta Delgada from Chicago?

    Ponta Delgada Nordela (PDL) is the airport you will fly into if you book a flight from Chicago to Ponta Delgada. You should not have trouble finding flights to Nordela from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Ponta Delgada airport from Chicago. It is only a 0.9 mi journey from Nordela (PDL) to Ponta Delgada’s city center.

  • How long is the flight from Chicago to Ponta Delgada?

    For as low as $531, TAP AIR PORTUGAL can have you in Ponta Delgada from Chicago in 17h 20m. The distance between Chicago and Ponta Delgada is about 3237 mi.

  • What are the cheapest airlines flying from Chicago to Ponta Delgada round-trip?

    Flying on TAP AIR PORTUGAL is currently your cheapest option to Ponta Delgada, with prices starting at $549. Another option worth looking into is United Airlines, starting at $716 round trip. TAP AIR PORTUGAL is currently priced 44% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Ponta Delgada that include hotel bookings?

    Yes. In addition to deals on Chicago to Ponta Delgada flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Ponta Delgada?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Ponta Delgada.

  • Can I find deals for business class flights from Chicago to Ponta Delgada?

    Yes. Cheapflights offers flight deals from Chicago to Ponta Delgada by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Ponta Delgada

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Ponta Delgada flights
Midway to Ponta Delgada flights
O'Hare Intl to Lajes flights
St. Louis to Lajes flights

Top 2 airlines flying from Chicago to Ponta Delgada

Discover the top 2 airlines that operate flights from Chicago to Ponta Delgada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$549Average$939FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$716Average$1,200FlexibilityNo cancel feeOn-time69%

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